文献类型：期刊文献

英文题名：A photoredox/nickel dual-catalytic strategy for benzylic C-H alkoxylation

作者：Dong, Min[1];Jia, Yuqi[1];Zhou, Wei[1];Gao, Jinlai[1];Lv, Xiaoqing[1];Luo, Fan[2];Zhang, Yongqiang[2];Liu, Shihui[1]

机构：[1]Jiaxing Univ, Coll Med, 118 Jiahang Rd, Jiaxing 314001, Peoples R China;[2]East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2021

卷号：8

期号：24

起止页码：6881

外文期刊名：ORGANIC CHEMISTRY FRONTIERS

收录：;EI(收录号：20215011329067);WOS:【SCI-EXPANDED(收录号:WOS:000713277300001)，CCR-EXPANDED(收录号:WOS:000713277300001)】；

基金：Financial support of this research from the program of the National Natural Science Foundation of China (22001096, S.-H. L.) and the Natural Science Foundation of Zhejiang Province (LQ21B020008, S.-H. L.) is gratefully acknowledged. Acknowledgement is also made to the donors of the National Natural Science Foundation of China (21871086, Y.-Q. Z.) for the partial support of this research.

语种：英文

外文关键词：Synthesis (chemical) - Nickel compounds - Ethers

摘要：Benzylic C-H alkoxylation via C-H/O-H cross-coupling represents an attractive strategy to access highly functionalized benzylic ethers but remains challenging due to the difficulty in improving the efficiency and selectivity. Herein we wish to report a highly efficient photoredox/nickel dual-catalytic strategy for the site-selective and chemoselective benzylic C-H alkoxylation using readily available Selectfluor as the oxidant. The protocol features broad substrate scope and excellent functional group compatibility and allows the transformation of various of alcohols to pharmaceutically relevant benzylic ethers in moderate to excellent yields under mild reaction conditions. CD3OD was well tolerated, providing a useful synthetic tool for the synthesis of valuable deuterated pharmaceutical molecules. This method is also highlighted by the late-stage introduction of valuable alkoxy groups into pharmaceutical molecules and the structure modification of saccharides.